Paraja, Miguel; Hao, Xiaoyu; Matile, Stefan published the artcile< Polyether Natural Product Inspired Cascade Cyclizations: Autocatalysis on π-Acidic Aromatic Surfaces>, Application In Synthesis of 97-99-4, the main research area is oligooxolane preparation; oligoepoxide preparation cascade ring opening cyclization autocatalysis kinetics; autocatalysis; cyclization; polyethers; synthetic methods; π interactions.
Anion-π catalysis functions by stabilizing anionic transition states on aromatic π surfaces, thus providing a new approach to mol. transformation. The delocalized nature of anion-π interactions suggests that they serve best in stabilizing long-distance charge displacements. Aiming therefore for an anionic cascade reaction that is as charismatic as the steroid cyclization is for conventional cation-π biocatalysis, reported here is the anion-π-catalyzed epoxide-opening ether cyclizations of oligomers. Only on π-acidic aromatic surfaces having a pos. quadrupole moment, such as hexafluorobenzene to naphthalenediimides, do these polyether cascade cyclizations proceed with exceptionally high autocatalysis (rate enhancements kauto/kcat >104 M-1). This distinctive characteristic adds complexity to reaction mechanisms (Goldilocks-type substrate concentration dependence, entropy-centered substrate destabilization) and opens intriguing perspectives for future developments.
Angewandte Chemie, International Edition published new progress about Autocatalysis. 97-99-4 belongs to class tetrahydrofurans, and the molecular formula is C5H10O2, Application In Synthesis of 97-99-4.
Referemce:
Tetrahydrofuran – Wikipedia,
Tetrahydrofuran | (CH2)3CH2O – PubChem